Reactions of 1,3-dibromo-1,1-difluoroalkanes with soduim borohydride
The title 1,3-dibromo-1 , 1-difluoroalkanes undergo selective hydrogenolysis of one or both carbon-bromine bonds upon treatment with sodium borohydride in polar aprotic solvents. Acyclic adducts yield 1-bromo-1, 1-difluoroalkanes, while cyclic adducts yield mixtures of regioisomers. All of the haloalkanes can be completely debrominated to the corresponding gemdifluoroalkanes. Thus, addition of dibromodifluoromethane to alkenes followed by hydride reduction presents a route to difluoromethyl-substituted compounds.
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Master of Science (M.S.)
College of Arts and Sciences
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Masters Thesis (Open Access)
Arts and Sciences -- Dissertations, Academic; Dissertations, Academic -- Arts and Sciences
Gonzalez, Javier, "Reactions of 1,3-dibromo-1,1-difluoroalkanes with soduim borohydride" (1990). Retrospective Theses and Dissertations. 3991.